by inside out money | Feb 22, 2026 | Andrew, Early Retirement, Investing, Lifestyle, Money, Psychology
This week, Andrew and I answer your money questions, starting with Andrew’s own real-time question: should he invest a lump sum all at once, dollar-cost average, or hold onto it in an attempt to time the market? We also answer other listener questions, including...
by inside out money | Feb 1, 2026 | Andrew, Early Retirement, Erica, Greg, Investing, Lifestyle, Lizgetsloaded, Money, Psychology
We are continuing our annual expense review tradition by digging even deeper into our 2025 spending. In part two, we move beyond the totals to examine the specific categories that often make or break a budget—from rising insurance premiums to the actual cost of our...
by inside out money | Jan 25, 2026 | Andrew, Early Retirement, Erica, Greg, Investing, Lifestyle, Lizgetsloaded, Money, Psychology
Analyzing where every dollar goes provides the ultimate leverage for financial independence, and in this annual tradition, we’re pulling back the curtain on our 2025 household spending. From finished decks and water filters to personal trainers and pilates, we break...
by inside out money | Jan 18, 2026 | Andrew, Early Retirement, Investing, Lifestyle, Money, Psychology
The initial thrill of optimizing your budget and automating your investments eventually fades into a long, quiet stretch known as the “Boring Middle.” We dive into why this phase is actually the ultimate sign that you are doing everything right, even when...
by inside out money | Jan 17, 2026 | Early Retirement, Greg, Investing, Lifestyle, Money, Psychology
We tackle the complex and often controversial topic of generational wealth, shifting the focus from simply leaving an inheritance to actively preparing the next generation to handle it. Whether you are building wealth from scratch or navigating the nuances of being a...
by inside out money | Dec 28, 2025 | Andrew, Early Retirement, Erica, Greg, Investing, Lifestyle, Lizgetsloaded, Money, Psychology
We’re wrapping up 2025 with a “pod party,” the whole co-host crew gathers to recap a year of peaks, pits, and lessons learned. We pull back the curtain on our personal balance sheets to share what happened in our lives this year beyond the numbers. ...
